Chemical and Pharmaceutical Bulletin p. 2358 - 2361 (1992)
Update date:2022-08-03
Topics:
Utsunomiya
Muratake
Natsume
Important precursors (1 and 2) for the synthesis of 4-substituted indole derivatives were readily obtained by acid treatment of a tosylamide (13), which was prepared in a single operation by treatment of 10 with N-tosyl-N',N'-dimethylformamidine (TsN=CHNMe2). Compound (10) was effectively synthesized from nitromethane and acrolein by way of a nitro compound (15). A novel indole formation reaction from the tosyl-amide (13) to gain short access to 4-alkoxyindoles, such as 16, 17, 19, and 21 is presented.
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